History Preserved

“Proud to have nothing but 5 star reviews from guests that stayed with us 4 years running!”

Celebrate Romance

“This B&B is by far the cleanest and best taken care of lodging I have ever stayed in. The beds are insanely comfortable. I had to call and ask what they use on them.” Meg

Classic Americana

“I’ve stayed at several B&B Inns and the Cherry Tree Inn is in a league of its own. This has been the most welcoming experience that we could have hoped for. There is pride of ownership throughout the beautiful and storied home and the owners take hospitality to another level! We absolutely cannot wait to return and visit our new friends. They really make you feel like family here!” Andrew

Country Charm

“We had a WONDERFUL time! The home itself is stunning, not to mention its kitschy history – and the hospitality was top notch. It was quiet, lovely, and welcoming.” Alissia

Groundhog Day The Movie

“Lori was a fantastic hostess and an awesome cook! The breakfast was fantastic! Such a beautiful house in such a charming town. I would highly recommend the stay!” Jaycee

Restored and Updated

“We were treated like royalty during our visit. The entire home was beautiful, the breakfast was delicious and the service was friendly, attentive and respectful. We could not have asked for a more perfect and memorable weekend. We are still talking about it. Thank you George and Lori for making us feel like family!” Patrick

Comfort and Style

“We are returning guests but haven’t been back since covid. The B&B is spotless (it always was before and continues to be!) and felt very safe…we felt comfortable chatting to other guests and also keeping our distance when needed!” Bridget

Welcome To

Cherry Tree Inn B&B

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL

We are a famous & Historic Victorian Bed and Breakfast where your enjoyment and comfort is our priority. Experience for yourself why all of our guest ratings are 5 stars since opening in 2017. Great food is prepared by award winning cooks and every detail of your stay is looked after by our attentive team. You may recognize our home from “Groundhog Day”. Yes, this is where Bill Murray stayed. Same house, yet anything but stuffy and repetitive!

History

Sit back, unwind, and forget about your troubles as you enjoy an ice tea on the front porch of this Historic Victorian home. Classic Americana is alive and well, and just waiting for you to take part in celebrating life.

OUR AREA

Founded in 1844, Woodstock enjoys brick paved streets, classic architecture, and a welcoming town square surrounded by period lighting. Experience live events at the Opera House, down home pleasures at the Farmers Market, or discover the legend and history of Chester Gould’s “Dick Tracy”.

Bedroom Banner | Cherry Tree Inn B&B, Woodstock, IL

What We Offer

You have found your home away from home here at The Cherry Tree Inn Bed and Breakfast! Enjoy luxury and attention to the finest details without the usual expectation of other B&Bs. No rigid schedules, stuffiness or hovering. Your comfort and desire for a relaxing getaway are our priority.

We are here to serve you with kindness and friendship. You are welcome to spend time in the common rooms enjoying a nice drink and playing cards or just relaxing with a book. Feel free to sit and chat with us while cooking anytime we are downstairs. We would love to get to know other social butterflies. The better we know you, the better can serve your needs. Requests for little extras are always considered. You will have all of the local event information you could want readily available at our local publications and resource counter. Our information packet along with fabulous upgrade list is available for your ease and enjoyment.

FARM TO TABLE BREAKFAST

Each morning you can enjoy waking up to the smell of fresh baked goods and a scrumptious homemade breakfast. Get up early for coffee in the parlor, sit on our lovely wrap-around porch, go for a stroll to The Square, or just sleep in. We will offer a fabulous family-style breakfast at 9 am in the dining room for all guests interested. We have separate dining options available and take to your room trays upon request.  We can cater to vegetarian and vegan diets, so please do not be shy and let us know your preferences or dietary limitations.

We’ve met our farmer’s and you can too. We will proudly be serving the freshest and finest locally sourced eggs, organic foods, meats and goods from our bi-weekly farmer’s market. We also acquire items from the ever-growing organic co-op in the surrounding farmland as well as our own backyard herb and small vegetable garden seasonally.

Breakfast Food | Cherry Tree Inn | The Groundhog Day House | IL

Reporting For Christmas Movie Trailer

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL
Cherry Tree Inn B&B | Groundhog Day House | Woodstock, IL

Hear What Our Guests Have to Say

Line Divider | Cherry Tree Inn Bed and Breakfast | Woodstock, IL
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Fred & Mary Sievers profile picture
Fred & Mary Sievers
Google star 1Google star 2Google star 3Google star 4Google star 5
Stunning Victorian home, surrounded by beautiful peaceful gardens, and delicious breakfast and snacks. Thank you Lori and George for treating us like family.
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Matt K
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Place is a very well kept house with a great deal of history. There’s much more also to it then just the staging ground of Groundhog Day. From its origins to present day continuing story it is in my opinion the best way to lodge at and get a well rounded experience of Woodstock. While there are a lot of items and charming knickknacks everything is very clean and the rooms bedding and bathroom are immaculate. The breakfast in the morning was incredible. Fresh homestyle cooking with local ingredients and flare. The hospitality was second to none with a great assortment of refreshments including gourmet teas. Hosting couple was super welcoming and made you feel right at home. Ask for stories and hauntings! Though fear not the place has a whimsical magical vibe but all of good energy I felt there. Only one thing is one must note some rooms are not in the main house but a guest house a block away although the website says that and they are working to make it a little more clear just be mindful when you’re booking that you’re aware of which room and premise you’re staying at. Anyways I would absolutely recommend this place and would without question love to go back one day.
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Victor Trinkus
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My husband and I came to Cherry Tree for the first time. We wanted to see if it would be an appropriate and fun place for a FUNdraiser we are organizing. We were so delighted!!! Everything was perfect and Lori, the hostess and owner was full of interesting information and met our every need. Yes, our FUNdraiser will now offer a two night stay at the spectacular Cherry Inn! Vic and Mary Jane Trinkus
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scatvilleutube
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Just had our first Cherry Tree Inn and Woodstock experience, and after two nights we didn't want to leave! The Black Walnut Suite is beautiful with a completely renovated bathroom and shower. It was perfect for us Groundhog Day nerds with the iconic view of the front gate from our turret window and walking distance to the town square! Owner Lori and her family are fabulous hosts and chefs! Can't wait to go back. Be advised to call well in advance, it's so popular!
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lisa mccready
Google star 1Google star 2Google star 3Google star 4Google star 5
We stayed here overnight as we were attending a wedding in town. This was the perfect location, and it was great staying in the bed-and-breakfast that featured on the movie.
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Timathi Szemplinski
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We had an awesome time at the Branch House!! It's the smaller house near the round about in town! Such easy access from train station and getting to the square!! Walking to breakfast down the street was nice in the neighborhood! Breakfast was amazing and conversation was enjoyable with everyone who stayed a night or more!!! Lori and George are easy to chat with in person and text, and have so much to offer at both houses!!! Can't wait to stay in the main house to compare to the Branch home! This is certainly going to become a place I visit throughout the year when a lil getaway is needed!!!
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Paul.Thebarber
Google star 1Google star 2Google star 3Google star 4Google star 5
This was a bucket list moment. It's absolutely amazing. Lori was so inspirational and welcoming. I can't fault anything at all. If you are a 90s film fan, make sure you stay there. Groundhog Day film nostalgia. Truly amazing 👏🏻
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J Micale
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The Best B B my wife and I have been to !
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Laura Witlox
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If you’ve never stepped inside The Cherry Tree Inn in Woodstock, Illinois… go ahead and bump it to the top of your must-visit list. I was lucky enough to attend a tea party brunch there (yes, actual tea cups, tiny sandwiches, fruit...the whole dreamy deal), and I’m still floating. This isn't just a bed and breakfast. It's a lovingly restored Victorian charmer where every corner feels like it has a story to tell...because it does. From the moment you walk in, it’s all warmth, whimsy, and that kind of old-school hospitality that’s nearly impossible to find anymore. The owners have poured their hearts into this place—and it shows. They gave us a full tour, and let me tell you, every room is more delightful than the last. Think: period-perfect wallpaper, plush bedding, and those charming little details you don’t realize you’ve missed until you see them again. And yes, this is the house from Groundhog Day. (Cue Bill Murray references and selfies in the front yard.) And while you’re soaking it all in, do yourself a favor and ask about Olive. She’s one of the house spirits (literally), and let’s just say she has opinions. Nothing spooky—just some delightful, playful energy lingering in the halls. You’ll love her. Bottom line: The Cherry Tree Inn is the kind of place that makes you believe in magic again. Book the room. Drink the tea. And don’t forget to toast to Olive.
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Julie Garces
Google star 1Google star 2Google star 3Google star 4Google star 5
This is a very awesome place the couple that own the house are so friendly. Very first time I was able to be in a bed and breakfast place.

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